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FANTASIES FULLFILLED Chapter 1 First Time for Diana Trembling with the erotic mixture of fear and excitement Darrell rang the doorbell. Under his office regulation 3 piece suit and white shirt, his female alter ego, Diana, was dressed in her most seductive black lingerie - padded bra, garter belt, nylons, and her most exquisite silk panties which cocooned Darrell's hot throbbing hardness. His briefcase held his long lycra evening gloves and silicon breasts, along with the silk scarf he had been instructed to bring. It was THAT TIME for Diana and she had insisted on Darrell wearing a maternity size sanitary pad "for that extra protection" as the adverts had it. All day at the office Darrell had been sitting on the pad, alternately tensing and relaxing his sissyboy vaginal muscles, and as he stood on the doorstep he could feel the pad had worked itself into his little pink rosebud. Even worse he had abstained from masturbating all day to allow the cum to build up in his balls. Darrell was a compulsive masturbator, continually fondling his cock and balls in their pantied cocoon, behind the security of his office desk, Frequently he visited the washroom to masturbate whenever the excitement became too much to bear. Since his first masturbatory experience as a young man wearing Mummy's silky directoire knickers, Darrell could not remember abstaining for so long a period. Now his cock cried out for masturbatory relief. As he rang the doorbell again Darrell felt the inner turmoil of dread and desire welling up inside him. This was the first time he had shared his secret passions with anyone other than Diana. Now the timorous Darrell wanted to flee the scene while the ever adventurous Diana yearned to press ahead to savour further erotic excitements. It had all seemed so simple at the start: "Calling all sissyboys. Let Mistress Natasha help you to realise your wildest dreams. All fantasies and fetishes considered. First timers most welcome, please ask Mistress Natasha for her special introductory service." And that voice when Darrell rang the number printed on the card and described his lifelong infatuation with soft silky lingerie and all things feminine. It's sexiness sent the most wonderful erotic shivers down his spine, and got his cock at its most throbbing hardness. "I simply adore lingerie loving sissyboys, daahling," cooed the soft seductive voice, "Almost all of my clients wear their panties 24/7 as you do, and a lot wear more than panties under their business suits. And that is only the beginning. You should see how some of my clients satisfy their love of soft silky lingerie. A whole new world of sissyboy erotic delights awaits you." As Darrell listened to that voice his hand fondled his hardness through his silky panties, and he fantasised about what she was wearing and if she was also pleasuring herself. By the erotic tone of her voice and the way she occasionally gasped, Darrell was almost positive she was playing with her pussyhole. After Darrell had described his innermost secret fantasy, the voice answered "I haven't come across that particular fantasy before, but now I think of it, it all sounds so obvious and simple. At our first meeting we'll discuss how, together, we can make it come true. But first you simply must try my special introductory service, you'll find the experience most erotic." The click from the door brought Darrell out of his reverie. Somewhere inside the house an unseen hand had pressed an electronic switch to unlock the door. It was now or never - to turn and flee or to enter and experience new erotic adventures. As usual it was Diana who took control of the situation. Pushing open the door, Darrell entered a hallway lit by subdued lighting. A blow-up doll saucily dressed in a French maid's short black uniform trimmed with white piping at the edges, gestured towards an open door at the end of the hallway. Peering through the gloom Darrell could see that the room was bathed in a soft orange-red glow. As Darrell heard the click of the street door shutting behind him, he slowly walked towards the open door. Drawing closer he saw a black silk Grecian style nightdress draped across a chair, forming a backdrop to the upright riding crop which leaned against it. With each step Darrell felt the erotic excitement welling inside him. His cock throbbed in the silken cocoon of his panties. What else lay behind the door? Darrell was out of his depth and wondered whether to continue, forgetting that behind him the locked outer door blocked his only means of escape. He could only go forward. An invisible magnet seemed to draw him ever closer towards the open door. Now he stood on the threshold wondering whether or not to enter the room. As usual Diana took control, and forced him to enter the room. Blinking his eyes in the light he saw in the far corner a lady he took to be Mistress Natasha. And what a lady. Dressed all in black she wore a tight bustier which sat just above her hips emphasising her slim waist, her legs encased in black stockings which to Darrell's trained eye were a mixture of lycra and nylon, her feet shod in 4 inch stiletto heels, a tight pearl choker encircled her swanlike neck, and her arms were encased in long evening gloves which reached almost to her shoulders. Her long auburn hair framed her beautiful face. The black of her attire contrasting erratically with the smooth milky whiteness of her skin. But what astonished Darrell most of all was what emerged from her crotch. Mistress was fondling the most realistic dildo Darrell had ever seen. Even Darrell, who had seen and fondled many cocks in his years of dalliance with other sissyboys in gay venues, was awed by the spectacle. Mistress Natasha, for it was she, smiled sweetly at his wonderment. "Are you dressed underneath like a good sissyboy, Darrell?" she asked. as she played with herself. Darrell could only nod in reply and then stammered, "Actually, I'm Diana, Mistress." "Until you have completely shed your male clothes and wear only feminine finery, you will be Darrell." She pointed to a screen in the opposite corner. "Now go behind that screen and don't let me see you until you have discarded every vestige of your male persona." Darrell walked behind the screen and trembling with a mixture of erotic excitement and fear, removed his shoes and three piece suit, finally discarding his shirt. As he divested himself of his male clothes he could feel the throbbing hardness between his legs, and he gently fondled his silken encased cock and knob. The silicon breasts and evening gloves completed his ensemble. Now Darrell was transformed into his female persona as Diana. He even felt like a woman. Not knowing what to do with his silk scarf he draped it around his neck. With his gloved hands he fondled his throbbing cock through his silky panties one last time. Now he really was Diana not Darrell. In reality Darrell consisted of three people, so the marriage was rather crowded as someone once remarked. There was Darrell, a gay, effeminate, lingerie loving sissyboy who whiled away his days of boredom in the office fondling his throbbing cock in its silken cocoon. At night he trawled through gay bars and saunas in the never ending search for pretty, effeminate young men like himself, for a few brief passionate moments of kissing and mutual fondling. Diana, his lesbian alter ego who ruled the household taking all the decisions affecting him. And then there was Miss Dianella, as he liked to call the young lady who hung between his legs. All three lived in a menage a trois, wrapped up in the same body that presented itself to the world as Darrell. All his life Darrell had loved the erotic sensations that came from the touch of soft silky lingerie. Mummy had always wanted a little girl and loved to dress him in girls' clothes, and in Darrell she actually had a little girl, albeit one with a cock between her legs.. Even as a small child he had worn Mummy's silky directoire knickers under his male clothes, even sleeping in these knickers at night. As Darrell grew older he had gradually amassed a large collection of Mummy's discarded lingerie, and, by the time he had graduated from high school to go to university, he was wearing Mummy's directoire knickers 24/7, as well as much of her other lingerie whenever he could. At university he had encountered many sissyboys who shared his erotic passions and through them he had expanded his sexual repertoire. Diana had always been a part of Darrell's life. Initially she was a shy girl who had stayed in the background, but as Darrell grew older she gradually came to the fore and now Darrell retreated into his female persona as Diana at every opportunity. Even when Diana was having her periods she made Darrell wear a thick sanitary pad pushed up into his little pink rosebud. Not that Darrell objected, he savoured the experience of feeling more girlie, and coming ever closer to the femininity he craved. It was Diana who chose his lingerie for him when they shopped, and each morning she selected what she wanted him to wear under his male clothes for the day. After all she wanted to pleasure herself too. Diana had such exquisite taste in lingerie as did Mummy, and Darrell was content for her to take charge of his wardrobe. Thanks to Diana he now had a most wonderful collection of lingerie which would be the envy of many a real girl. And both Darrell and Diana passionately loved Miss Dianella, lavishing every care and attention on her, and making sure that the young lady was perpetually cocooned in the finest silky panties Diana could find. In return the young lady showed her appreciation by giving them both many hours of erotic pleasure. Both Darrell and Diana were dedicated slaves to the erotic passions that can only come from the silkiness of directoire knickers, and loved wearing these most erotic garments. As he sat clad in his directoire knickers gazing lovingly and the naked bodies of beautiful young men in his large collection of homo-erotica, he would caress and fondle Miss Dianella through the silkiness of his knickers, until he reached such a state of excitement that he just had to masturbate to relieve the tension that had built up inside him. While Darrell loved to fondle and masturbate Miss Dianella with his right hand. Diana preferred to fondle and masturbate the young lady with her left hand as she sat in her silky knickers leafing through lingerie catalogues selecting silky delicacies for Darrell, or reading her collection of lesbian erotica. Darrell loved when Diana took control of Miss Dianella and masturbated the young lady, relishing the completely different erotic experience. "Are you ready yet?" Again Darrell was recalled from his reverie. "Yes Mistress." "Then show yourself in all your feminine glory." Darrell slowly emerged from behind the screen and stood before Mistress Natasha resplendent in his black lingerie. Feeling very nervous, Darrell slowly edged round the screen into the full view of Mistress Natasha. "My, these are pretty panties, Diana. Do you select all Darrell's lingerie for him?" "Yes, Mistress," was all Darrell could reply he was so overwhelmed by the erotic pleasure of the occasion. Darrell was used to being complimented on his lingerie. Not that he deserved it, as it was Diana who always made the selection. When shopping for lingerie the salesladies had often complimented Darrell on his exquisite taste in silky lingerie, telling him that he was such a delight to serve. Darrell accepted the compliments on behalf of Diana, while deep down between his legs he could feel Miss Dianella's excitement as she hardened in her silken cocoon. Mistress Natasha walked over to the chair and took up her riding crop. For a moment Darrell feared that she was going to strike him. Instead Mistress slowly encircled him, riding crop in one hand while the other fondled her dildo. Several times Darrell could sense Mistress feeling the tightness of his bra strap and adjusting it to her satisfaction. Laying down the riding crop Mistress continued to slowly encircle Darrell letting the back of her gloved hand gently stroke his panties. Occasionally he could feel the knob of the dildo brush against his pantied buns and rub back and forth against his sanitary pad. Mistress was obviously enjoying it as much as Darrell and he parted his legs to allow her dildo easier access to his crack. Darrell's cock was at its hot throbbing hardest, pressing so hard against his panties that the outline of his knob prominently displayed itself through the silky material. Soon his panties would show the dampness of his precum. He yearned for Mistress to fondle his cock and balls, and then remove his panties so she could see Miss Dianella in her full majestic glory. Instead Mistress continued to slowly encircle him, brushing the back of her hand against his pantied buns and flanks, anywhere but the one place Darrell yearned for her to touch. Darrell had read about dominas and how they liked to tease their subs. Now he was experiencing it for himself. Finally, the agony was over. Mistress stood before Darrell and allowed the knob of her dildo to gently rub against his throbbing hardness, running it up the length of his shaft until their knobs kissed through the silky panties. Darrell was ecstatic. Then with one hand Mistress gently fondled his pantied hardness and knob as she fondled the dildo with her other hand. Mistress smiled sweetly and asked, "Like to fondle girlie cock would you?" Darrell reached out and took Mistress's dildo in his gloved hand. The latex shaft felt soft and spongy to the touch. The sensations he felt coursing through his body were far more erotic that the sensations he experienced when feeling many sissyboy cocks. Mistress continued to fondle Darrell's cock, alternately gently squeezing the length of the shaft, then caressing his most sensitive knob through the panties. Darrell felt Mistress's hand cupping his balls. He winced as Mistress gently squeezed them. "Like that, do we? You are such a naughty girl," Mistress said as she continued to fondle Darrell's cock. Darrell was so overcome by the erotic excitement of the experience that he could only nod in reply. Finally, Mistress decided it was time to put Darrell out of his misery. Standing behind him she slipped her hands under the waistband of his panties and gently eased them down. Darrell felt the silky material passing over his buns and then Mistress guiding the panties over his cock, letting them gently kiss his stockinged legs as they fell. Darrell stepped out of the fallen panties. His cock was so hard, it seemed to take on a life of its own. Mistress stood back to admire the erotic vision that presented itself. "Are we having our period then?" she said, noticing the sanitary pad between Darrell's legs. "Yes, Mistress. It's my time of the month. I hope it's all right with you." "Of course it is, you silly girl. You would be surprised how many of my girlie sissyboys wear sanitary pads and tampons as part of their feminine persona. I consider that it is an essential part of every sissyboy's transition to femininity. And you, my dear, are obviously already well on that journey." Mistress picked up his discarded panties. Her gloved hand gently enfolded Darrell's cock as she buried her face in their black silkiness, savouring his sissyboy aromas they contained. Her eyes closed as she relished his hardness, feeling it throbbing with his erotic excitement. "Mmmmmmmmmmm," she purred and she fondled the hardness of his shaft. "You wear such exquisite perfume. It's just so, so erotique." Darrell was grateful that just before he left the office that day he had slipped into the washroom and sprayed perfume into his panties. As Diana he loved the warm effeminate feeling of the perfume on his cock and balls. As Mistress savoured the aroma of his perfumed panties, the dildo knob ran back and forward along Darrell's shaft. She looked slyly at him as once again, their knobs kissed and gently rubbed each other. Her gloved hand resumed fondling Darrell's shaft. "These are such lovely feminine panties. You must really be in love with your cock." "I am, Mistress." "Yes. Most of my girlie sissyboys are. Some are really infatuated with their cocks, so much so, they think about little else. Are you infatuated with yours?" "Actually, I consider her to be a young lady, Mistress." Her hand tightened its grip on the shaft. "Interesting. Does this young lady have a name?" "I call her Miss Dianella, Mistress." "Yes, how appropriate. How do you do Miss Dianella. I am Mistress Natasha and I hope that when you leave you will be more than satisfied with today's activities," she said as she gave his cock one last squeeze. Mistress Natasha removed the scarf from Darrell's neck. "Open your mouth please," she said, as she walked behind him. Darrell immediately obeyed and he could feel the knob of the dildo brushing against his buns as Mistress placed the scarf in his mouth, wrapped the scarf around his head and tied it at the back. Darrell was now securely gagged. Mistress now took a fur lined leather cock strap and wound it round the base of Darrell's cock just behind his balls. Darrell winced as Mistress tightened the strap to its last notch. "That will keep Miss Dianella hard for the remainder of the session." Mistress picked up Darrell's discarded panties and draped them over her dildo, and fondled her shaft. She then draped the panties over Darrell's hardness and fondled his shaft and knob. It was most erotic for both of them. Having resumed fondling her shaft with the panties Mistress walked over to a small side table. As she returned Darrell could see she was holding a leather slave collar in her hand. Standing behind Darrell she placed the collar round his neck and strapped it in place. The collar was fur lined and although it forced Darrell to hold his head erect, it fitted comfortably. The collar had a chain leash hanging down the front. Mistress took the leash in her hand and still fondling her dildo through Darrell's panties, led him over to the chair on which the nightdress lay. Darrell could hardly walk with the pain from the tightness of the cock strap but he had no choice but to follow. Somehow he managed to cross over to the chair. "Now pick up the nightdress please," Mistress instructed He lifted the nightdress from the chair and held it against his body, savouring the most erotic touch of the cool silky smoothness against his soft sensitive skin. He buried his face in the silk and sweetly kissed the soft material before caressing his body with the silk. He then wrapped part of nightdress round his throbbing hardness and fondled his shaft and knob. The touch of the cool silk against his burning knob was most blissfully erotic. Mistress smiled as she watched Darrell pleasuring himself. Realising that he was about to cum, she stepped in. "You must really have a strong lingerie fetish as you seem to enjoy the erotic delights of soft silky femininity, you lucky girl." Being gagged, Darrell could only nod in reply. "Now let's see what else you do to pleasure yourself, you naughty girl." Standing with his legs apart, his throbbing cock showing its full majestic glory Darrell held the nightdress in front of him so that its soft silkiness just kissed the tip of his knob. He slowly lifted and lowered the nightdress, so that it gently brushed against his knob. Soon he could feel the cum rising in his shaft and he wrapped the skirt of the nightdress round his throbbing hardness to catch the cum. As she watched him Mistress Natasha continued to fondle her dildo through Darrell's panties. "Better stop now as I have many more erotic delights in store for you before you cum." Once more Darrell buried his face in the perfumed soft silkiness as Mistress led him to a small secluded alcove which opened off the main room. Again he felt the excruciating pain from the cockstrap as he walked, but now the sensation was becoming erotic. Looking round the alcove Darrell saw that it contained a bed, a small side table with several items placed on top, and a padded footstool. "Spread the nightdress over the bed please." Darrell quickly obeyed making sure that the nightdress was spread perfectly flat. "Now lie on top of it and spread out your arms and legs." Darrell lay down on top of the nightdress, his head resting on a soft scented pillow. The coolness of the soft silk against his smooth, sensitive skin was heavenly. He spread out his arms and legs. Gazing upwards he saw that a mirror covered the entire ceiling of the alcove. He could now observe every move Mistress Natasha made, and at the same time admire his own erotic beauty. He watched in the mirror as Mistress picked up four fur-lined cuffs each of which was attached by a chain to a corner of the bed. She inserted each wrist in a cuff and then repeated the process for his ankles, tightening the chains so he was spread immobile on the bed. Satisfied that the chains were drawn tight enough, she removed the leash from the slave collar and attached the collar to a clip which lay under the pillow. Bending down, Mistress picked up the end of a leather strap and threw it across the bed. She walked round to the other side of the bed and inserted the end into a buckle and drew it tight. Charles was now completely immobile. His wrists and ankles restrained by the cuffs and the strap tight across his chest held him to the bed. Gazing up at the mirror the narcissist in Darrell saw himself lying spreadeagled on the bed unable to move. His burning cock throbbed with erotic anticipation. As he gazed at his reflection, he was lost in the wondrous rapture of his own beauty, his angelic face framed by the shoulder length girlie hairstyle he favoured. His black lingerie contrasted against his smooth sensitive milky white skin. He was really such a beautiful young man and it was no wonder that other sissyboys loved to play their erotic games with him. Darrell had very little body hair, mainly around the base of his cock and trailing back between his legs to his little pink rosebud. A weekly application of a depilatory cream down there kept his skin smooth and sensitive to rub against his silky lingerie. As his eyes drank in his own beauty his mind wandered back a few nights to when he met two most beautiful young prettyboys in one of the gay saunas he frequented. As he kissed and fondled one young man, he felt the other take Miss Dianella in his mouth to give her the most wonderful blow job. Darrell and Diana preferred to fondle and masturbate Miss Dianella, but this young man's technique was so wonderfully erotic, and as he sucked Miss Dianella the young man masturbated his own cock. While all this was happening between his legs Darrell was caressing and fondling the other young man, their tongues eagerly exploring the far corners of each other's mouth. Eventually all three climaxed together, in a orgy of homo-ecstatic blissfulness. None of the three had ever met before, and given the transitory nature of the gay milieu, it was unlikely they would ever meet again. As Darrell lay savouring the erotic memory of the encounter, he relaxed and drifted into Diana, allowing her to take over. "Are you quite comfortable, my dear?" Mistress asked. "If you want freed at any time just wiggle your feet." Darrell could only manage a brief nod. Removing his panties from her dildo she buried her face in them savouring their perfume once more before draping them over Darrell's face, and then lifting them with her riding crop she let the panties drift along his body, their soft silkiness kissing his most sensitive skin. When she reached his throbbing hardness she allowed the panties to kiss his knob and then ran them gently up and down his shaft and ball sac, allowing them to gently brush against the smoothness of his skin. Again, the erotic sensations were heavenly. Mistress then draped the panties over Darrell's cock, gently fondling his shaft and knob through the silkiness. His cock throbbed with excitement. His immobility caused by the restraints of the cock strap and cuffs only heightened the erotic sensations. Mistress picked up a latex vagina from the side table. "I suppose being inside a vagina will be a new experience for Miss Dianella." She placed the vagina over Darrell's silken encased hardness, firmly pressing it down until it took the whole length of his shaft. Having his cock encased in a vagina, even an artificial one, was indeed a new experience for Darrell. He much preferred to take the passive role in a relationship, allowing his orifice of love to welcome the other sissyboy's cock and enjoying the thrusts of the cock inside him until he could feel the cum rising up the throbbing shaft, and then the erotic sensations of the hot sticky mass bursting inside him flooding his sissyboy pussyhole. Except that when he was at a gay party and the sissyboys decided to form a daisy chain, Darrell would play his full role, taking one sissyboy's throbbing cock up his orifice of love, with his own throbbing cock inside the little pink rosebud of the sissyboy in front. And then the erotic vibrations coursing through the circle as each sissyboy's pussyhole received the cum from the sissyboy behind him, which caused him to shoot his own cum into the sissyboy in front. With her gloved hand Mistress gently stroked Darrell's ball sac, then moved his sanitary pad aside and gently prodded his little pink rosebud. She appeared to be satisfied at what she saw. Walking over to the table she returned with a tube of lubricant. With one finger she moistened Darrell's rosebud, gently inserting her gloved finger inside to ensure that he was well lubricated. For Darrell, the sensation of Mistress's finger wiggling inside him was delightfully erotic. A thought flashed through Darrell's mind. Was Mistress going to mount him and service his sissyboy pussyhole with her dildo? Darrell had taken sissyboy cock up inside him many times and had often fantasised about what it would be like to feel a dildo instead. Was he now about to find out? Satisfied that Darrell's rosebud was well lubricated, Mistress returned to the side table and picked up the most realistic veined dildo. "It's similar to the one I'm wearing, my dear. I like my girlie sissyboys to share my erotic pleasures," Mistress explained as she lubricated the shaft. Darrell tensed as he felt the knob of the dildo entering his rosebud. Mistress was gentleness itself. Once the knob had passed the entrance of his rosebud Mistress stopped to allow Darrell to relax. This was always a difficult point for Darrell as he was rather tight down there, even though he had been penetrated many times by sissyboy cocks. Darrell relaxed his sissyboy vagina muscles, and he felt the latex dildo slowly slide up inside him until he had accepted its full length. Darrell tensed and relaxed his muscles to welcome the dildo into his orifice of love. It felt warm and spongy inside him, not at all like many of the sissyboy cocks he was used to. This was truly a new experience. With the dildo firmly in place Mistress replaced the sanitary pad over its base. "That will stop it slipping out. You'd be surprised at how many sissyboys can't keep girlie cock inside them once we get started." Darrell watched in the mirror as Mistress attached wires from the vagina and the dildo to a small generator which stood on the table. "I'll start very gently and then speed things up. OK? Remember If you want to stop just wiggle your feet." Darrell nodded. Soon Darrell could feel a strange throbbing rhythm pulsating through his body. It seemed to emanate from his cock and deep inside his sissyboy vagina. Mistress pulled up the padded footstool, and placing one foot on the stool, gently fondled her dildo as she watched Darrell. She occasionally adjusted a knob on the generator and Darrell could feel the vibrations becoming more intense. For what seemed an age she teased Darrell with the intensity of the vibrations. Sometimes it would be the vagina which vibrated the most with the dildo quietly throbbing away inside him. Just as Darrell thought he was going to climax, she would increase the intensity of the dildo's vibrations, and reduce those of the vagina. As Mistress watched his erotic pleasure she slowly started to rub her dildo. Unknown to Darrell the harness held another dildo inside her vagina and a butt plug up her ass, so she could savour both vaginal and anal delights. As Mistress increased the frequency of her strokes she intensified both the vaginal and dildo vibrations coursing through Darrell. For Darrell this was the agony and the ecstasy. He dearly wanted to climax and relieve the pressure in his cock and balls, but at the same time he yearned for the experience to last forever. At last Mistress gave an involuntary shudder as she climaxed, and in the mirror Darrell watched himself jerking in erotic ecstasy as his cum laden balls shot spurt after spurt of hot sticky cream into his panties. Mistress adjusted the generator until the vibrations through the vagina and dildo were reduced to a soft throbbing pulse. She picked up a small notebook and leafed through it as Darrell lay slowly recovering from his experience. "Yes, I think Mistress Tanya will be the ideal choice to assist in your fantasy. She is always on the lookout for something new to try and this will be right up her street. I'll give her a call and contact you once we have arranged a suitable time." Although Mistress had switched off the generator, Darrell could still sense the vibrations pulsating through his body. His knob felt the hot sticky cum on his panties. Mistress removed the vagina from his cock and slid the dildo from his sissyboy vagina; before releasing his cuffs and removing the cock strap. Returning to the room where they first met, Darrell went behind the screen and resumed his male persona. As he was about to leave Mistress's lips gently brushed his cheek. "I hope you enjoyed today's experience," she whispered in his ear. "And what lovely panties you wear. Diana must really love you to choose such exquisite lingerie. I'm sure that Mistress Tanya will agree with me when you both meet to fulfil your fantasy." At this, Darrell's sissyboy vagina muscles tightened on his sanitary pad. Inside him Diana was swelling with pride and to his erotic delight, between his legs he could feel Miss Dianella recovering her hardness. He had taken the first step to live out his most secret fantasy, now he had to wait Mistress Natasha's pleasure. Chapter 2 An Erotic Tryst Is Arranged It was one morning several weeks later when Darrell woke with a feeling that something wondrous was going to happen that day. Not that there was anything out of the ordinary in his daily morning routine. As usual Miss Dianella was up well before him and as Darrell lay fondling the young lady's hardness through a pair of soft silky panties, his mind wandered back to the delightfully erotic pleasures he had experienced the previous weekend at an orgiastic party given by one of his sissyboy friends. As with many sissyboys on these occasions, Darrell's orifice of love had been the recipient of many cocks and he savoured the erotic pleasures of feeling hot throbbing cock after hot throbbing cock thrusting inside him as the sissyboys queued up to ravish him, and then the erotic rapture of their hot cum bursting forth deep down inside. And what marvellous erections they had. As one sissyboy was thrusting inside him Darrell was frequently engaged in mutual fondling and masturbating another sissyboy. At the end of the party his cock was dry after spilling so much cum. Now he was paying for these pleasures. As he lay fondling his hardness he could still feel some discomfort down there even though he had a maternity size sanitary pad pushed up inside his sissyboy vagina. Although it was not Diana's time of the month she had insisted that to ease his discomfort, Darrell wear one of the thick maternity size sanitary pads that she used during the heaviest days of her menstrual period. Diana was such a demanding lady and Darrell could do no other than to obey her, and after all it was as much for her comfort as it was for his own. Both Darrell and Diana preferred to sleep enveloped in the erotic pleasure of soft silk pyjamas. Over the years they had experimented with many girlie outfits as sleepwear - full length silk nightdresses, bra and silk panties, silky babydoll pyjamas, ballerina length half slips and bra - but in the end they both agreed that lady's silk pyjamas and a matching bra were the most erotic of the garments they had worn. Pyjamas allowed Darrell and Diana to easily slip their hand under the waistband and play with Miss Dianella whenever they wished. Last night Diana had chosen a pair of red pyjamas and a matching red bra for Darrell to wear. The tightness of the bra around his chest enhanced his feeling of girlieness. Because Darrell was a compulsive masturbator Diana insisted that he wrap a pair of panties round his cock to catch his cum and prevent it staining his pyjamas. As Darrell had spent much of the night hours fondling Miss Dianella and masturbating, the dried cum stuck his panties to his knob. He winced at the erotic pain he felt as he gently removed his panties from his knob. Once more Miss Dianella was hard. Darrell reached across to the other pillow where Diana had thoughtfully left another pair of red panties. Draping the panties across his face, Darrell kissed the soft silky material as he once more rubbed Miss Dianella. As the cum rose up his shaft his silk encased body slid against the black satin sheets Diana had chosen, and he writhed in the rising orgasmic bliss as he felt the hot juice bursting into his panties. Reluctantly, he realised it was time to get up. The sensation that something important was going to happen today hung around as Darrell rose and had a long hot shower. Still wearing Diana's sanitary pad he bent over to allow the hot water to soak into the pad until he could feel it swelling inside him. Ah, what erotic comfort the sensation brought. Even Diana enjoyed it as the wet pad helped to eased the discomfort in her pussyhole. With one hand he pressed the swollen pad up into his orifice of love and felt the hot water entering up inside him. With his other hand he wrapped his wet panties round his cock and masturbated one last time, relishing the layers of soft silkiness rubbing against each other until he felt the hot cum rising through his shaft and bursting into his panties, before patting himself dry with a warm fluffy towel. Standing naked in his dressing room, admiring his beautiful slim body in a cheval mirror, he sprayed a vaginal deodorant into his most intimate parts. Crouching down he spread his sissyboy vagina cheeks with one hand while with the other he sprayed the deodorant up his pink rosebud and into his orifice of love, before spraying his balls and along the underside of his throbbing shaft. The erotic touch of the cool scented air of the deodorant against his most sensitive skin was divine. Resuming his stance he sprayed his along the upper side of his shaft and then his knob. Satisfied with the sweet aromas arising from his most intimate girlie bits, he inserted another of Diana's maternity size sanitary pads into a sanitary vee belt and sprayed the deodorant along the pad. Darrell fitted the vee of the belt under the base of his cock and folded back the front tab to form a cushion, before crouching down and pushing the pad deep into his orifice of love. The act of fitting his cock through the vee and the sensation of the fresh scented pad inside him always made him feel most girlie. Now came the erotic garments Diana had selected for him to wear that day. This morning it was midnight blue lingerie with black stockings. Standing before the mirror, Darrell arched his back as he hooked his bra. Once more Miss Dianella stood proudly erect, and bending backwards only further enhanced the full majestic glory of her hardness. He then donned the garter belt admiring his rigid cock as he hooked it up. And then came the sheer black stockings. As Darrell gazed at himself in the mirror he let the wispy stockings gently kiss his knob, before sliding them up over his smooth legs and fastening the garters. As he rolled the stockings up his legs his wrists touched his hot knob. Gazing at his reflected loveliness in the mirror he savoured the erotic sensation of the soft silkiness enveloping his legs pulling the garter belt tightly down on his hips. Still admiring his reflected beauty Darrell placed one foot on a small cushioned stool and gently ran his hands up his stockinged leg to smooth out any wrinkles. As his hands came close to his throbbing hardness he could once more feel the heat radiating from his knob. He then turned his attentions to the other leg and after ensuring his stockings were completely smooth, he allowed his burning knob to kiss the wispy nylon. Ah, what sheer erotic blissfulness. Then came his most wonderful silky directoire knickers. For Darrell these were the most erotic garments in his collection filled with erotic girlie clothes. Picking up the directoire knickers he gently buried his face in their soft silkiness before draping them over his throbbing hardness. Gazing in erotic ecstasy at his reflection, Darrell gently fondled his throbbing cock through the layers of silkiness, paying particular attention to massaging his knob with the soft material. Ah what erotic bliss he experienced as he felt the silky layers sliding over each other. Directoire knickers held particular erotic memories for Darrell. Ever since he could remember he had worn Mummy's silky knickers - nights, weekends and holidays, as they satisfied his desire to be the girl he so wanted to be. Each Monday he would rush home to see what knickers Mummy had chosen for him to wear that week. Then one day, just past his nineteenth birthday, he had returned home to find a pair of Mummy's powder blue silky knickers lying on his bed. He had just been advised of the success of his university application and as a special treat Mummy was letting him wear a pair of her best knickers. Stripping off his male clothes he had stood naked, his face buried in the cool silk of the knickers. He had just donned the knickers, when he experienced a new sensation between his legs. Gazing in the mirror he saw his cock had become hard and was tenting the knickers. Very gently he fondled his cock and knob through the silk. Ah what erotic bliss he experienced. This was how he experienced his first erection, and oh how erotic that experience was. He had stood for what seemed like hours wearing only Mummy's knickers, gazing at his reflection as he fondled his shaft and knob through their silkiness. After a while he felt his cock shrinking in his knickers, and although he wore them for the rest of the day and slept in them that night, the hardness did not return. The next day as he bounded up the stairs he felt his cock harden in anticipation of the erotic delights which awaited him. He was not disappointed. The erotic sensations he had when wearing the knickers were even more delightful than the previous day and over the next few days he discovered that just thinking about those most erotic garments was enough to harden his cock. The local sports day was being held on the Friday and as his attendance was not compulsory, Darrell could wear Mummy's knickers from Thursday afternoon through to Monday morning. Lying in bed on the Thursday night, Darrell lovingly fondled his new found hardness and his knob through Mummy's knickers. And for some unknown reason he oh so gently rubbed the loose skin of his shaft. The pleasure was most erotic and soon he felt something rising through his shaft. Although he was terrified he was going to wet himself, he could not stop rubbing, and as the cum rose in his shaft he rubbed ever harder, until he felt the cum explode into his knickers. As his cock quickly softened he immediately felt a sense of erotic relief. Thus did Darrell have his first masturbatory experience. Darrell remembered how that night, he had felt the hot sticky cum through the knickers and was too frightened to look in case it was blood. Only the next morning did he pluck up the courage to look into the knickers and saw the white crustiness of the dried cum. Night after night he lay in Mummy's knickers with the legs rolled up as far as they would go, playing with his hardness through the silky material and then masturbating with their silkiness wrapped round his shaft. At first Darrell only masturbated once each night before falling asleep, but after a short time he had no sooner experienced one orgasm, when he was fondling his cock through his knickers into a new hardness for another masturbatory session. Soon he was masturbating several times each night before going to sleep and again in the morning before getting up. Often he would wake up during the night only to fondle his cock into a new hardness and masturbate, sometimes his cock was already hard when he awoke. It was a few weeks after that first experience that Darrell had the courage to actually watch himself masturbate in daylight. It was the summer and he could wear Mummy's knickers 24/7. Mummy had gone out for the afternoon and he had been leafing through some ladies' magazines. As he gazed at the pictures of the girls he fantasised about what it would like to wear their clothes. Soon his cock was at its throbbing hardest in Mummy's silky knickers. Unable to resist the temptation any longer, Darrell rushed upstairs to his room and quickly stripped off his male attire. Clad only in Mummy's knickers he gazed at his reflection as he fondled his shaft and knob through their soft silkiness. He opened the waistband of the knickers and admired his hardness tenting the knickers, before inserting his hand inside and gently fondling his shaft. Removing his hand he resumed fondling his shaft and knob through the silky material and saw the first damp marks of the precum where his knob pressed against the knickers. It was time to start rubbing. Still admiring his reflection, he pulled the knicker legs up to his crotch and, gathering the loose material round his shaft, he started to masturbate, initially with long slow strokes that pulled the skin the length of his shaft, and then as the erotic excitement grew, quick short strokes concentrating just behind his knob. As he rubbed he could feel the erotic touch of the loose material of the knickers brushing against his balls. And then, as he felt the cum rising in his shaft, his strokes gradually slowed until his body jerked as the spasms of cum wet the knickers. All this while he had been watching himself in the mirror. As he felt his cock slowly shrinking, he opened the waistband of the knickers to see his knob covered in a white sticky mess. Taking some of the cum on his finger he rubbed it against his chest until his skin had absorbed it. He quickly fondled his cock into another erection and once more he watched himself in the mirror as he masturbated into the knickers, before resuming his male attire and returning to the ladies' magazines to fantasise over the pictures. Since that erotic experience hardly a day had passed when Darrell had not masturbated at every opportunity and over the years he had experimented with various masturbatory techniques involving various items of lingerie in an endless search for ever more erotic delights. Sometimes he masturbated so much that he broke the skin on the underside of his cock, just below his knob, and the dried blood stuck his cock to his panties. Oh the pain he felt on these occasions when he had to remove his panties from his cock. Darrell had always been aware of his feminine persona, lying in bed each night wishing that his life so far had only been a dream and that when he awoke he would really be a girl. Unfortunately, each morning brought disappointment, but with his sexual awakening his love of lady's clothes took on a new significance. No longer was it just dressing up in Mummy's clothes to feel girlie. Now dressing up in these clothes took on a whole new meaning. The erotic sensations that came from wearing female clothing, particularly soft silky lingerie, made him feel that he was actually being transformed into a girl. It was at this time that Diana had at last emerged to take her rightful place as his female persona, into which Darrell could retreat whenever he could. Not that Darrell accomplished this transformation into Diana on his own. Mummy had played a large part in Diana's blossoming into the beautiful lady of Darrell's dreams. Recognising the erotic pleasures Darrell got from wearing feminine finery and his desire to be girlie, Mummy welcomed his female persona of Diana into the family. For years Darrell had watched Mummy as she dressed, mimicking her actions as he secretly dressed up in her clothes. Now, Mummy carefully observed as he dressed up as Diana, advising him on make up, how to colour coordinate his clothes and how to style his hair. For hours she had him practice walking around the house wearing a tight skirt and balancing on high heels. She showed him how to smooth his skirt when he sat down to avoid creasing it and how to discretely cross his legs without flashing his panties. As Diana blossomed into womanhood, Mummy introduced Darrell into the mysteries of the female menstrual cycle. Darrell had already started to experience certain times in the month when he was masturbating almost continually and had an uncontrollable urge to shop for girlie clothes, particularly lingerie. On discussing it with Mummy, she told him that as Diana he had started to have sissyboy menstrual periods. Mummy had taught him how to work out when his period was due, how to use sanitary pads during his heaviest days, how to insert tampons into his little pink rosebud, and the erotic delights of spraying a cool scented vagina deodorant up into his orifice of love and along his throbbing shaft. His slender body and feminine features allowed Darrell to easily pass as a girl or boy, and with Mummy's help he styled his hair to further enhance his feminine looks. After much practice in the privacy of their home, Darrell could finally dress as Diana and accompany Mummy as her daughter when shopping for his girlie clothes, usually during his periods when he felt most girlie. He could even use the ladies rest rooms in the department stores they patronised. For Darrell all this was a dream come true, he felt that he really was a girl even though he usually had a throbbing erection between his legs. The arrival of unisex clothing on the fashion scene brought Darrell more erotic pleasure. He quickly accumulated a wide range of ladies outerwear - pant suits, silky business shirts, flat lace up shoes. As Diana he could dress completely in ladies' clothes to satisfy his craving for femininity, while still presenting himself to the outside world in his male persona as Darrell. It eventually reached the stage where the only items of male clothing in his wardrobe were the three piece suits which were de rigueur for budding senior executives at his office. The rest of his extensive wardrobe belonged to Diana. It was Diana who thought about calling his cock Miss Dianella. As a cock she provided both of them with such wonderful erotic pleasures and Diana suggested that she join then with a personality of her own. The young lady required her own name and so she became Miss Dianella, taking her rightful place as one of the family. And now he had reached the stage where he spent more time Diana than he did as Darrell. All this while as he mused, Darrell had been fondling his shaft and knob through the gorgeous silken loveliness of knickers, savouring the erotic pleasure of the numerous layers of soft material rubbing over each other. Sadly, he realised that Diana had at last to give way to Darrell. He stepped into the silken garments feeling the soft erotic kiss of the silky material against his stockinged legs as he drew them up. For Darrell this was the most erotic moment of his dressing. Bending down to arrange the elasticised knicker legs he saw in the mirror his throbbing hardness tenting his knickers and the small damp spot caused by his precum. Gazing at his reflected beauty, he lovingly fondled his shaft and knob through the silkiness. Realising the time, he opened the waistband and sprayed perfume into the knickers. His cock and balls luxuriated in the erotic warmth of the perfume as he arranged his hardness so it hung down one leg. Both Darrell and Diana liked Miss Dianella to luxuriate comfortably in her silken cocoon all day and Miss Dianella's hardness showed her erotic delight as his knob pressed against the knickers. Back in his male persona Darrell donned his ladies' white silk shirt and then his male 3 piece suit, topping of his ensemble with flat slip-on shoes, ladies' shoes of course. As he left his apartment he hoped that today, like most days, would provide many opportunities for him to drift into Diana for a few brief erotic moments. As Darrell journeyed to the office the sensation that something important was to happen that day further intensified. Even travelling to the office each day was erotic bliss and this morning was no exception. Darrell considered that the central business district of any city during the week was the best free fashion parade there could be, and that morning the young ladies seemed to have put on a special show just for him. Those tight black pencil skirts highlighting the girls' rounded derrieres, their long slender legs encased in black nylon with feet shod in stiletto heels, and short tight jackets emphasising their waists, to Darrell it was all so, so erotique. Darrell's fetish for feminine finery was so intense that when he saw a well dressed young lady he had an overwhelming desire to wear her clothes. He loved to fantasise whether the girls were wearing pantihose or stockings, and if stockings were they stay ups or held in place with a garter belt; was she wearing a slip, and what panties, if any, was she wearing and were they as pretty and as feminine as the panties he was wearing at the time, and was her lingerie colour coordinated as Mummy always insisted for his? The sight of those beautifully clad ladies and the erotic fantasies they engendered in Darrell, always brought Miss Dianella to a such a state of erotic excitement in his knickers so that her hardness forced his knob to rub against the silky material as he walked. And this morning was no exception. Before he had even reached the safety of his office Darrell had creamed his knickers several times. After panties and knickers, slips were the most essential garment of Darrell's fetish for feminine finery. More than once that morning he caught a glimpse of the scalloped lacy trim of a slip and he fantasised whether the girl was wearing a full slip or a half slip, which only further heightened Miss Dianella's erotic excitement. Diana always insisted that Darrell wear a full slip when dressed in his girlie clothes. Mummy had taught her that a lady wasn't properly dressed unless she was wearing a full slip. Not that Darrell minded at all, as wearing a slip was a most important part of his transition into his female persona. As Diana he would stand in front of the mirror dressed in bra, garter belt, stockings, panties and heels with a thick sanitary pad pushed into his orifice of love, what little make up his girlie face required, and his hair arranged in the latest fashion. Yet what stared back at him from the mirror was a sissyboy indulging his passion for dressing up in girlie clothes. It was only when he donned a slip that he was completely transformed into his feminine persona, and Diana finally emerged in her full glory. This was what he termed his defining moment as the lady of his dreams smiled back at him from the mirror. Such was the intensity of Darrell's mutation into Diana that she could then don a blouse and skirt and spend all day without once touching herself down there. Diana would browse through her collection of lingerie catalogues selecting garments for Darrell or indulge in her favourite lesbian erotica, and yet Miss Dianella could rest undisturbed cocooned in her silkiness. As she accompanied Darrell that morning, Diana, ever the fashionista, made mental notes of the girlie clothes that most excited him and pleased Miss Dianella. She would seek out similar garments the next time she took Darrell shopping. Darrell's cock throbbed so much in anticipation as he fantasised about shopping for these clothes and then wearing them, that he creamed his knickers once more. It was halfway through the morning when the phone rang. Had the long awaited call for which he had been hoping and dreading finally come? With the erotic excitement of the morning, Miss Dianella had been at her hot throbbing hardness between his legs. Sitting behind his desk Darrell had spent all morning fondling the young lady as he fantasised about the well dressed young ladies he had seen that morning and what it would be like to wear their clothes. His knickers were now wet and sticky with his cum. "Is Diana dressed today?" the voice asked. Immediately recognising Mistress Natasha's soft, sultry tones Darrell was filled with erotic excitement and could only answer "Yes, Mistress." "Can I speak to her then, please," the voice continued. "I'll get her for you straight away, Mistress." As Darrell walked over to the office door he could feel his knob rubbing against the silkiness of his knickers and he hoped that in his excitement he wouldn't cream them again. Not just yet. He looked into the corridor to see if anyone had overheard him. Satisfied that no one was around, he closed the door and resumed his seat. The erotic pleasure of his knob rubbing against the silkiness as he walked, was electrifying. "Diana here, Mistress." "Darrell tells me you are dressed. Like to tell me what you're wearing today?" "All midnight blue today, Mistress. Matching bra, garter belt, silky directoire knickers and black nylons." "Mmmmmmmmmmmm," Mistress Natasha purred. "Any protection?" "Yes, Mistress, I've got a maternity size sanitary pad pushed up into my pussyhole." "Mmmmmmmmmmmmmm," she purred again "At the weekend Darrell was very generous with his sexual favours at a sissyboy party and now we are both suffering for it." As he spoke Darrell tensed his sissyboy vagina muscles round the pad. The girlie sensation was just so, so, erotique. "Mmmmmmmmmmmmmm." "Darrell had to take one hot throbbing cock after another up his pussyhole. No sooner had one sissyboy shot his cum and withdrew than another was ready to take his place.. At the end of the evening Darrell had taken so much cum that I felt like a walking sperm bank." "Mmmmmmmmmmmmmm," purred Mistress Natasha once again. "Some sissyboys were somewhat rough in their thrusting's. I much preferred your dildo up my pussyhole. It was gentleness itself the way you serviced my pussyhole." "Mmmmmmmmmmmmmm." "Indeed Mistress. Darrell was so popular that many sissyboys quickly regained their erection and came back for more. I'm amazed at how much cum a young man's balls can hold." "Mmmmmmmmmmmmmm." "They were the most beautiful, slim young men, lovely smooth silky skin, and what exquisite erections. And their stamina. I thought that they must have been exhausted by all the action, but they must be well used to it attending so many orgies as they do. I'm so sore down there that I've made Darrell wear one of my thickest pads for my own comfort as much as his." "Mmmmmmmmmmmmmm. Tell me more." Mistress Natasha was obviously enjoying this, Darrell thought, and wondered if she was masturbating as he spoke. "And it was not only my pussyhole that attracted them. Darrell's cock was also in much demand. One after another they masturbated Darrell. Some gave him a blow job while another sissyboy was thrusting up inside me. And he couldn't keep his hands off other sissyboys cocks either. All in all we both had the most marvellous erotic time. Only now we are paying for it with the uncomfortable feeling in my pussyhole." "Mmmmmmmmmmmmmm." "Yes. Darrell usually has plenty of cum in his balls, but this time he was masturbated until he was dry. And even then they didn't stop. The next morning his panties had bloodstains where the exertions had broken the skin of his shaft." "Mmmmmmmmmmmmmmmm," Miss Natasha purred again. Darrell thought she must really be enjoying this. He wondered if she was masturbating as they spoke. "Quite a few sissyboys were so much excited by Darrell's smooth silky skin that they rubbed their knobs along his back for erotic pleasure. Some even masturbated as they caressed Darrell's silky skin and let their hot cum drop on his back. Then they rubbed the cum into his skin until it was dry. Ah what erotic bliss that was." "Mmmmmmmm. And Miss Dianella, is she hard today?" "Off course Mistress." "Would you like to fondle her for me?" "I've been doing it all morning but I'll do it again just for you, Mistress." "Good girl. Darrell will be most proud of you." For a few minutes Darrell fondled his throbbing shaft and knob through the soft silkiness of his knickers. Suddenly he gave an involuntary gasp as he felt the heat of the hot cum through his stockinged thigh. "Creamed our knickers, have we, you naughty girl?" "Yes Mistress. Are you annoyed?" "Off course not. I like my girlie sissyboys to enjoy their pleasures, just as I enjoy mine. I was playing with my cock as we speak, and we actually came together." Once more Darrell's hand returned to fondle his rapidly developing hardness through his knickers. "Now to business," Mistress continued. "I've spoken to Mistress Tanya and she is most excited with your fantasy. You'll like Mistress Tanya, she specialises in humiliation and forced feminisation of sissyboys like yourself." "You know Mistress, with my fetish for feminine loveliness I can never understand why anyone has to be forced to wear ladies' apparel, especially their lingerie. I just can't get enough of it." "Yes, I understand Diana, but deep down most sissyboys actually love being feminised. For many of them dressing up in girlie clothes is a very private thing, and they find it most erotic to dress up and share their secret pleasures with a real girl. Most sissyboys are exhibitionists and dressing up in their female finery for a domina is one of their few opportunities to show off." "You think so Mistress?" "Yes. And putting up a show of resistance, however feigned, adds that special frisson of erotic excitement to the occasion," Mistress Natasha replied. "They secretly love being dominated by a strong woman as it makes them feel so girlie and vulnerable." "I suppose your years of experience dominating sissyboys like myself have given you an insight into our psyche, Mistress." "Yes, I suppose it has. Now back to your fantasy, Diana. Mistress Tanya should be at the height of her menstrual cycle in about ten days, so would next weekend suit you? I suggest Saturday as that will give you Sunday to recover." "Saturday week will be great by me, Mistress." "Good girl. Now here's what I want you to do in preparation." Darrell quickly wrote down Mistress's instructions and placed the note securely in his wallet. Until he got home that night the wallet would not leave his person. After Mistress had rang off, Darrell once more fondled his hardness until he felt the hot sticky cum. As he had creamed his knickers so often that morning and no doubt would cream them many more times during the day, Diana would insist that they be washed and ironed before he could wear them again. Darrell made a mental note that when he got home that night he would have a long hot scented bath in which he would wash his stockings and knickers. He would insert his cock into both stockings so that the toes kissed his knob. Over the stockings he would wear his knickers, the legs pulled up to his crotch. Thus dressed, he would lie in the hot scented bath fondling and masturbating Miss Dianella though the layers of black nylon and silky knickers. As he masturbated, he would feel the sanitary pad swell up inside his sissyboy pussyhole as it absorbed the bathwater. He would let the water soak into his sanitary pad, luxuriating in the erotic delight of feeling the pad swell up between his buns. He would press the pad through his knickers and feel the water entering his pussyhole, and then let the pad swell up once more. Better still, for added erotic pleasure he would let Diana take charge of the proceedings. He just loved the way she fondled Miss Dianella, and then those long slow strokes with which she rubbed the skin up and down the whole length of his shaft. encased in its silken loveliness, the experience would be even more erotique. At that thought he could feel the first stirrings of a yet another hardness developing down there. Chapter 3 Dreams Really Do Come True After an agonising ten days Darrell once again stood at Mistress's door ringing the bell. Again the door was opened by a remote unseen hand and Darrell stepped into the hallway. In his hand he carried a small parcel, as he had been instructed. The parcel was still sealed as it had been since he left the shop. This time Mistress Natasha was waiting for him in the hallway. She wore only a pair of full brief style panties in a midnight blue shade. "Pleasure to see you again, Darrell," she said as she gave his cheek a welcoming peck. "We'll use this room today." Taking his parcel she led him into a room halfway down the corridor. The room had one other occupant, a tall slender girl dressed in bright red panties of a similar style to those worn by Mistress Natasha. "This is Mistress Tanya, Darrell. She is as excited as I am about what we are all about to experience. Now are you dressed as we discussed." "Yes, Mistress Natasha." "Very good. Now go behind that screen and transform yourself into Diana." Once behind the screen Darrell quickly removed all his male attire. As he stripped off, he fantasised about Mistress Tanya. She was most beautiful with her slim boyish figure, lovely long legs, and her angelic face topped by her blond hair done up in a ponytail. "Oh those legs", he mused, "they must look wonderful in black stockings and heels". And that slim boyish figure. How wonderful if she only had a cock between her legs, she would be such delight to fondle. "Are you ready now?" Mistress Natasha asked. "Yes, Mistress." "Then emerge as Diana for the erotic pleasure of Mistress Tanya." Slowly, Darrell came round the screen. He was clad in only a pair of flame coloured silky directoire knickers. The hardness of his cock tenting his knickers displayed the state of his erotic excitement. "What lovely, lovely knickers," cooed Mistress Tanya. "And what a wonderful cock inside them. You must really be very excited." "That's Miss Dianella I was telling you about," explained Mistress Natasha. "Come Miss Dianella I'd like you to meet Mistress Tanya." Mistress Tanya gently took hold of Darrell's knickered cock and fondled it through the soft silk. Her touch was softness itself. Starting by fondling his ball sac, her hand worked its way along the shaft until it reached his knob. As she fondled his silken encased knob Darrell felt a stabbing pain shoot up the centre of his cock, ending somewhere deep inside him. It was as if someone had pushed a needle into his cock. It was just oh so, so erotique. "Are these your favourite style of knickers?" Mistress Tanya asked. "Yes, Mistress. They hold much erotic affection for me. I had my first erection while I was wearing Mummy's knickers, and then a few nights later I had my first ma

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Anita and a fantasy fulfilledI had been chatting on the net for several weeks with Erasmus, a nice huge black man that I had met at some friend`s party some time ago.We talk mostly about sex, of course and I had been telling him that my fantasy was to be sold as a slave and used as a sex toy by many men.He laughed, telling me that he was able to fulfill the fantasy of every white woman.Some weeks ago he invited me to have dinner. My loving Victor was away from town for several days, so, he...

4 years ago
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Fucked Girlfriend And Call Girl On Same Day 8211 Part 2 8211 Fantasy Fulfilled

Hey its raghutomar1303 again.. Coming back to tell what happened after morning fucking session… Well for those who have not read my first part I will introduce me again… I am from Gwalior standing 5.11 tall regular gym going and have a 6 inch dick to pleasure any girl… Any girl or aunty from Gwalior or any where please contact me full pleasure will be given mail me at Now coming to the story after fucking my girl friend in the morning we slept naked in each other arms. When my eyes opened she...

2 years ago
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The Rogues Harem Book 3 Chapter 14 Promise Fulfilled

Book Three: The Rogue's Passionate Harem Part Fifteen: Promise Fulfilled By mypenname3000 Copyright 2018 Note: Thanks to WRC264 for beta reading this. Chapter Forty-Three: Art's Reminder Aingeal – Princedom of Kivoneth, The Strifedoms of Zeutch The feyhound's wicker body crumbled around our souls. I could feel the poor proxy's body unraveling. The supercharge from the diamond hammer had sent too much energy through it. The feyhound wasn't a proper proxy. Smoke rose, wicker bursting...

2 years ago
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Fulfilled

Fulfilled By Gingerfred Man Chapter One ? The Letter I was sitting at my desk at work and trembling as I read the letter for the third time. "Dear Mr. Harris: An anonymous benefactor has arranged for an all-expenses-paid, two-week vacation for you at ?Fulfillment?, our t-girl fantasy spa in the Mediterranean island country of Gingerfredonia. Your dream experience will begin on July 24. A general description of optional activities is enclosed. No need to make your...

2 years ago
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Fantasy Fulfilled

We didn't have sex until about 5 months into our relationship, not that we didnt want to, just that we had both been burned before early on and wanted to make sure the other was going to stick around. However, when we finally did, WOW it was amazing (for both of us i might add). Im white, about 6'3", thin, to an atheletic degree, fairly handsome as i am told by the ladies and real world well endowed. Most stories are always like "oh and i have 10 inch peniss" no. I have a respectable,...

4 years ago
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Bisexual Fantasy Fulfilled

Not my Story, but a great read.Bisexual Fantasy Fulfilled # 1 (mmf)bisexual – mmf – threesome - creampie – clean upIntroductionMy wife Lisa and I have been happily married for 14 years, and I still think she's the hottest woman in the world. She's a petite, fiery red-head with a beautiful round face and a little button nose. Making love with Lisa is one of my greatest pleasures in life. She is absolutely fantastic in bed. I love the feel of her ample breasts, and the firm roundness of her...

4 years ago
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Janes Fantasy Fulfilled

Jane’s Fantasy FulfilledMy wife Jane and I enjoy a very satisfying sexual life. It may be kinky to some, but we enjoy spanking as a part of our play. I'm the top and Jane is the bottom, and a very lovely bottom she is. I'm sure it would come as quite a surprise to Jane's very prestigious law firm to know that one of their most popular and professional attorneys can often be found with her skirt hiked up to her waist, her panties around her ankle's and her bottom cheeks subjected to hair brush...

1 year ago
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fantasy fulfilled

truth or fiction?I'd always considered myself straight up to my late teens and had had a few less than satisfying experiences with girls. it was when i realised when watching porn i was focussing more on the guys cock than the girls cunt and imagining what it would be like to be her that got me thinking.it was the early days of the internet and i managed to have an odd meet with older guys for oral only but they were equally unfulfilling until i met with one guy who dressed me in stockings and...

2 years ago
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Fantasy Fulfilled

I have always wanted to be with another woman. For years I've had fantasies about them. Touching them, sucking them. Unfortunately I found myself married without ever fulfilling that fantasy. I've been married to Kevin for 12 years now. We met during college and married right after graduation. He's about 6'2 brown hair and eyes. With a thin build. I suppose people see us as a pretty normal couple. We drink but not too much. Neither of us have ever been smokers. Anyway for the past few...

4 years ago
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Fantasy Fulfilled

My apartment is on the second floor of a three-story building in an older development. As an older building, it has far more character than the new cookie-cutter high-rises. While the quirky units are nice, the lack of air-conditioning was a big drawback. But with large windows that open, lots of fresh air gets in. With the recent heatwave, that’s been fantastic, but it does mean that I have to leave the blinds open to let in as much air as possible.The other drawback is that the buildings are...

Masturbation
2 years ago
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His Fantasies Fulfilled

Stuart Middleton was aged in his mid-fifties and he was married to Eileen. Although to all intents and purposes, the marriage was in name only because, although neither of them had anyone else, it was a sexless and largely loveless marriage.Stuart had a passion for walking in the wilds of Scotland and he combined that with another love of his, photography.He had booked himself a week in a Bed & Breakfast just outside a small village way up in the north of the country and Eileen was not bothered...

Spanking
2 years ago
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Desire Fulfilled

"Yin... Are you sure of this?" Brushing my brown hair from my face, he whispers, looking straight into my eyes. I simply make an eye contact with his charming brown eyes, and nod, saying nothing at all. That is all it takes to forget and let go of whatever reasons for his restraint he may have had. He pulls me straight into a hot and passionate kiss with our moist lips locked together as tightly as it can ever be. It all seems to last forever. I have never dreamt that I can ever feel like I...

3 years ago
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Wishes Fulfilled

By Zenda Introduction Looking back on it now, I never realized that when I bought this old house, that my dreams would be fulfilled so soon. The house was very old but sturdily built sometime in the 15th century. But when the agent showed me around he never said anything about a secret room, perhaps nether he or the previous owners knew about it. I only found it by sheer chance one day when I was attempting to...

2 years ago
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Tinas Fantasy Fulfilled

This is a story written at the request of a very good friend of mine. “I wanna B gang fukd” “U wanna what?” “U heard me, I want 2B fukd by lots of coks” This latest round of texts was not at all what I had expected from one of mine and my wife’s good friends. Tina was a girl who we had become to know through one of our kids baseball leagues. As the convener, she was the go-to person for any and all complaints and concerns that any of the parents had. After one of the games, my wife and I needed...

3 years ago
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Church GILF fantasy fulfilled

As a young teenage boy, I was raised in a very strict church. There was a f****y that were members there and the mom was a stunning MILF fuck fantasy for me. Protecting her real name, I will just refer to the now GILF as ‘Kat’. Kat always wore a very long dress but nine times out of ten, she wore a low cut top along with her dress to church. There were times that I would walk into the kitchen during potluck and she would bend over to take food out of the oven and I would see her big voluptuous...

4 years ago
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Unknown Desires Fulfilled

Becky felt her heart pounding against her chest. Her arms and legs pulled and struggled against the restraints but she could not wrestle free. She felt abandoned here in Ryan’s playroom. It was only a few hours ago that she was staring at the package from the adult novelty store dreaming of sexy, kinky encounters and now she was tied and at her master’s mercy, a master that she did not even know until she stepped into his den of bondage, pain and delight. She strained to hear the voices on the...

Anal
4 years ago
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My Wife is Finally Fulfilled

My Wife is Finally FulfilledSome background first then a few years ago (sorry this is long for my first attempt)Names have been changed but there is plenty of facts and some fiction. We are Kay and Vernon.Having now been married for over 20 years to Kay, we have been through the normal ups and downs during this time that most couples encounter. As couple we are now in our mid/late 50s and we had both had our share of previous partners, while I had been married previously my now wife had not.It...

2 years ago
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Church GILF fantasy fulfilled

As a young teenage boy, I was raised in a very strict church. There was a family that were members there and the mom was a stunning MILF fuck fantasy for me. Protecting her real name, I will just refer to the now GILF as "Kat". Kat always wore a very long dress but nine times out of ten, she wore a low cut top along with her dress to church. There were times that I would walk into the kitchen during potluck and she would bend over to take food out of the oven and I would see her big voluptuous...

4 years ago
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Wife Fantasy Fulfilled

Like many other men I have long had the fantasy of watching my wife getting sexually fulfilled by another man -- or woman. Like many wives she has for a long time rejected the idea.However, over the past few months she became more receptive to discussing my desires, even if not living them out. I explained to her that I still loved her dearly, but it was also for that reason that I wanted her to enjoy her sexuality to the full. I wanted her to be able to submit to her sexual desires and not to...

4 years ago
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A Fantasy Finally Fulfilled

A Fantasy Finally Fulfilled Every since I was in my teens I have always had this fantasy about having a black lover, even then, I watched porn of huge black guys fucking white girls and was so aroused and fascinated by these interracial couplings, the contrast between the shiny black body of the stud and the milky white body of the girl coupling with pure lust, I know in real life its not always like that but it still fascinates me and gets me very wet and horny. The opportunity to turn this...

4 years ago
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Phantasies Fulfilled

Phantasies -- Fulfilled? By Renee Part one I've always had this fetish, ever since I was a kid. I used to wear my sisters bathing suit or short shorts and since I had a small frame and very little hair, I looked pretty cute. I would fantasize about being forced to wear my sisters bathing suit and then being tied up to a pole outside the school for everyone to see. There were even some boys I used to look at in the locker room...

4 years ago
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Anne8217s Dream Fulfilled

Hey, this Steve from Calcutta and Delhi. Wrote a different one from a female’s perspective. Would love your comments for the experiment. Mail me on And now.. Anne Arendt was about to enter the classroom, but stopped in her tracks. Christ on a bike. This can’t be happening. But it was Dennis McLaren before the class in all his six-feet-three, bearded Scottish glory, instructing them (in that deliciously gruff baritone) to whip out Richard Siken’s Crush (her all-time favourite poetry collection)...

4 years ago
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A Fantasy He Didnt Want Fulfilled

*******************************************************************************Disclaimer:All credit to Motothis story can be found at www.liteerotica.com.another one of my favourites*******************************************************************************A Fantasy He Didn't Want Fulfilledby m-o-t-o©I had one steady girlfriend throughout college. I met her my freshman year; she was a sophomore. When we met, she was dating a guy at another school but that did not stop her from pursuing me....

2 years ago
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A Step in Transition Part 4 Dreams Fulfilled

A Step in Transition - Dreams Fulfilled Bonnie Lea A few weeks had passed by since Nikki's date with Bryan and she was still thinking about all that transpired that night. Just the thought of touching another man's cock and taking it in her mouth had made her feel so much like a woman that it was all that she cared about now. The pills that Claudia had been getting her to take had obviously done the trick as her breasts were now fully formed and as she looked naked in the mirror all...

2 years ago
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Tinas Fantasy Fulfilled

This is a story written at the request of a very good friend of mine. “I wanna B gang fukd” “U wanna what?” “U heard me; I want 2B fukd by lots of coks” This latest round of texts was not at all what I had expected from one of mine and my wife’s good friends. Tina was a girl who we had become to know through one of our kids baseball leagues. As the convener, she was the go-to person for any and all complaints and concerns that any of the parents had. After one of the games, my wife and I needed...

Group Sex
4 years ago
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Pilled thrilled drilled and fulfilled

Pilled, thrilled and fulfilled        part 1The waitress had two drinks on her tray - a tall Killian's Red in a frosted mug for me and a Margarita on the rocks for my wife.  I wouldn't typify our relationship as truly Master/slave; however, ?m? allows me to play occasionally, which keeps me completely satisfied and always coming back for more.I took a long sip of my beer while she stirred her drink.  The two vicoden tablets lay in front of her.  My preference, and I suppose m's too, is to get...

2 years ago
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Sex Fantasy With Mother Fulfilled

Suraj coveted his mother for a long time and had a sex fantasy about her. He is married and has a son, but his relationship with his wife soured when he found his wife cheating on him. However, he decided to continue with his family because of his son. He thought his walking away may jeopardize his son’s studies. His parents lived at a distance, and he used to visit them weekly. When his mother Sonalata used to start to backbite against his wife, he disliked that. But somehow, in his mind, he...

Incest
4 years ago
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Sex Fantasy With Mother Fulfilled

Suraj coveted his mother for a long time and had a sex fantasy about her. He is married and has a son, but his relationship with his wife soured when he found his wife cheating on him. However, he decided to continue with his family because of his son. He thought his walking away may jeopardize his son’s studies. His parents lived at a distance, and he used to visit them weekly. When his mother Sonalata used to start to backbite against his wife, he disliked that. But somehow, in his mind, he...

Incest
2 years ago
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Fantasy fulfilled

Now talk about some fun times I love to fulfill my fantasies. It has always been my desire to see just how far my wife of 35 years would go in the sexual situation so one night I got my chance. You see my demure wife is a great looking lady despite our middle ages, of course age takes it toil but she holds her age wonderful and the guys still look her way when she walks by. We have been going to a local nightclub/pub for a few months for dancing and drinking. The people seem to know us and we...

2 years ago
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Fantasies Fulfilled Ch 01

I playfully wrestled on the bed with my wife, Monica, late one night. I had one of her hands pinned above her head while I stretched with my other arm to reach the lamp on our bedside table. Just as my fingertips had barely touched the light switch, she bit me on the shoulder, causing me to recoil."Ow!" I yelped. "That hurt!""Don't be such a baby," she teased."Baby? You're the baby! Why won't you ever let me turn on the light?""Shhh," she whispered. "You'll wake up Kaitlyn."Our daughter had...

Wife Lovers
2 years ago
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Fantasies Fulfilled1

Everyone has sexual fantasies; men and women alike. But few ever have the chance to act on their fantasies. Oh, some may be lucky enough to have one fulfilled, occasionally, but generally speaking, they will remain just a fantasy. My wife and I were married fairly young; she was eighteen and I was twenty one, so our sexual experience was somewhat limited. We were fortunate, however, in that neither of us was too “hung up” on taboos, so we willingly experimented with each other and learned...

4 years ago
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Fantasies Unlimited Inc

Some time ago, I wrote a story called Lycra Fantasies. Steve Zink was nice enough to reply with some very kind comments and encouragement to develop a little fantasy universe I had been kicking around. Well, the vagaries of life got in the way, but it did give me a bit of time to flesh things out. Below is the product. A new universe I would like to call Fantasies Unlimited Inc. FUI has a couple of simple guidelines: 1. The CEO runs things via a computer network. Thus, each...

3 years ago
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Fantasy fulfilled

I've heard it said one needs to be careful of the things one asks for. How true. I'm just back from a 7 couple hard swap weekend. The things Roger had to do to arrange this was big. First thing he did was to call on old friends we have screwed around with. But we don't have that many friends. So friends called their friends and I guess our circle got bigger. The awkward part was by ex-husband and his new wife getting an invite. It turns out Ken's new bride had never participated in an...

3 years ago
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Fantasies Gone Awry

Matt and Sam met during their senior year in college, dated for almost two years and then were married. Matt at 25 and Sam at 24 had an active and fun sex life and they both had very active imaginations. Although if you asked either one of them point blank they wouldn't be able to recall when 'it' first occurred, the it was an apparently innocent foray deeper into their imaginative sex lives, their sexual fantasies and the darkness that sometimes overtakes couples wandering through a...

2 years ago
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Fantasy Fulfilled

On her knees, Jennifer waited in the abandoned room bathed in the light of the bulb she had to bring with her. Servicing someone at a glory hole had been a bucket list kinky dream of hers, and her husband Derek had found the perfect place. An adult bookstore a few hours from home had a glory hole room that was a relic from a much simpler time. Last weekend they did a test run to get back to the room. Just a lightbulb and some disinfecting wipes were all that were needed. Back in its heyday the...

3 years ago
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Fantasy Fulfilled

James was desperately excited and desperately nervous. Sat in a cafe in the gay district of Toronto, freshly landed from a flight from Heathrow, he was trying to both sober up and revive himself after a late night and very early morning flight. Across the table sat Daniel, a very confident, very gay guy who James knew wanted to bury his huge cock in James's tight little ass.James, who was an enthusiastic drinker, had met up with a few friends in London the evening before flying out and had got...

First Time
2 years ago
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Fantasy Fulfilled

You've been thinking about doing this for a while. No matter how many times you fuck, it isn't enough. The normal stuff is cutting it for you anymore. But you don't exactly know what you want. You've experimented a lot in the past before. Whether it be role playing, bondage, and so on. Yet, you really haven't experienced that true apex that you desire. It is not as if you had no suitors to help you find your fantasy. Your gorgeous brown hair flowed down to the middle of your back, slightly...

3 years ago
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Fantasy Nearly Fulfilled

I've always wanted to watch my wife Gwen fuck another man. I'd told her of this fantasy many times while we fucked. She always said no, but never told me to stop talking about it and she always got hotter when I discussed it. I even told her that if she wasn't comfortable with me there, she could go out and find a guy to fuck and tell me about it when she got home. I also loved to hear her talk dirty while fucking, although most of the time I had to prod her into what to say.Gwen just turned 40...

2 years ago
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Fantasy Fulfilled

I am 61 and my wife is 60. She is very good to look at and exercises regularly but our sex life had been pretty dull for some time. Not often and not good. I was losing my ability to satisfy my wife. Years ago we had tried things to make sex more interesting, she would dress up sexy, tied each other to bed used toys etc but recently we had not been active in these areas. I had always had a fantasy of a threesome but she didn't want to try. She had an erotic massage once but other than her being...

2 years ago
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Fantasies

Fantasies By strangefun WARNING: This story contains graphic depiction of depraved sexual acts, sisification, sexual abuse, humiliation and torture. Read at your own discretion! Some new toys have arrived in the mail yesterday. One of them is an eight-inch-long silicone dildo with balls, in my favorite color - hot pink. Today is Friday, and I am at work, squirming in my chair with the full length of that hot pink monster buried deep inside my ass, held in place by two pairs of...

3 years ago
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Fulfilled

© 2002 The sweep second hand inched ever so slowly. "I swear they must slow these clocks down after lunch", Carrie spoke under her breath. "Five... Four... Three... Two... One! Come on Kel we're out of here!" As she flipped the switch on her computer. "Carrie, you are not supposed to do that. You're supposed to wait for it to shut down" "I don't care Kel, you flip the switch and its on, you flip the switch and its off. Instant just like that. Besides I don't have the patients...

2 years ago
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Fantasy Fulfilled

I’m walking to my car at night when, all of a sudden, I’m grabbed, blindfolded, and handcuffed. I’m half dragged half walked to a vehicle. I hear the car door open and am pushed inside. I beg to be let go but only get the response of the radio being turned up. After driving awhile, the car is put in park and the door is opened. I’m roughly dragged out of the car and forced inside a house. I’m pushed through the house to the bedroom. There I’m pushed onto the bed. My hands are released from...

3 years ago
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Fantasy Fulfilled

So here I was working away on Friday afternoon, and it's getting closer to end of day. I notice that all of the managers are gone, and pretty much all of the people I work with. Sitting at my desk area I stand up, and notice that I am the last one here. I decide since no one else is around, and I don't really want to go home for a few minutes before going out again, I will just stick around, and listen to some music. I crank it up, and start listening to some Eldamar, Now I am sure no one has...

2 years ago
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Fantasy Fulfilled

I’m walking to my car at night when, all of a sudden, I’m grabbed, blindfolded, and handcuffed. I’m half dragged half walked to a vehicle. I hear the car door open and am pushed inside. I beg to be let go but only get the response of the radio being turned up. After driving awhile, the car is put in park and the door is opened. I’m roughly dragged out of the car and forced inside a house. I’m pushed through the house to the bedroom. There I’m pushed onto the bed. My hands are released from...

BDSM
1 year ago
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Fantasy Fulfilled

It was merely another Tuesday. Kyle woke up as usual, unaware of the events that were to play out in the following hours, events that would change the course of his life forever. Kyle was an average guy of 19. He had sandy brown hair and blue eyes, and wasn't very muscular. Yet, despite this, he was quite popular with the ladies, even though he didn't quite realize it. You see, Kyle was rather shy when it came to the ladies. And thanks to this, those ladies that he became...

3 years ago
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Fantasies Fulfilled0

Fantasies Fulfilled Just before I opened the door I put on the rubber gloves so that I wouldn’t leave fingerprints and then I pulled down my ski mask. I opened the door and walked into the office. It was always the last office to close up and go home on a Friday. Linda the woman that worked there was awfully dedicated, as was her secretary Amanda. They were both very attractive ladies. I had been stalking them both for quite a while. I closed the door behind me and locked it from...

4 years ago
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Fantasies Do Come True 8211 Part 1

Hi guys, This is a story of how I met a guy above my age group and how we had a time of our life! We exchanged our strange fantasies and helped each other to fulfill them. Before starting my sex story I would want to introduce myself.. I am 23 years old living in mumbai.. I am top guy and love exploring different age group of guys! As usual I was on my look for a good fuck on an online dating site. I got a visit from a 35 year old man from mumbai as well and we got to talking.. He was going...

Gay Male
2 years ago
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A Fantasy Fulfilled

 My wife and I are in our mid-forties. We are both in a second marriage and have a good sex life. Sex is always good, but there is always something new to try. This is what happened on a recent holiday to Greece.We landed on the wonderful island of Mykonos in May this year. On our first night, we found a nice little taverna down a little side street. The waiters were all really nice and paid a lot of attention to my wife. Now, this is no surprise as she is very sexy and knows how to flirt....

Wife Lovers
2 years ago
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A Fantasy Fulfilled

 My wife and I are in our mid-forties. We are both in a second marriage and have a good sex life. Sex is always good, but there is always something new to try. This is what happened on a recent holiday to Greece.We landed on the wonderful island of Mykonos in May this year. On our first night, we found a nice little taverna down a little side street. The waiters were all really nice and paid a lot of attention to my wife. Now, this is no surprise as she is very sexy and knows how to flirt....

Wife Lovers

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